If you're on the hunt for an off-duty yet sharp ensemble, wear a grey crew-neck sweater and navy jeans. Rounding off with white and navy leather high top sneakers is a fail-safe way to bring a fun vibe to your look. Picking out a pulled together combination can be a bit of a conundrum on its own. Add below-freezing temps into the equation, and the whole thing becomes all the more difficult. No worries, this here is your winter inspo. This combination shows that as a 40-year-old gentleman, you have a wide range of dressing options.